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Bundoran Group

Founding Sales Enablement Manager Own Strategy and Execution at a 1B AI Company

Bundoran Group, New York, New York, us, 10261

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Build the Enablement Engine at a Rapidly Scaling AI Powerhouse This is not an enablement job. It is an opportunity to

build the foundation

of enablement at a

$1B+ AI company

already transforming two of the most essential industries on the planet. The company has built world-class AI that’s actually being used — in real estate, healthcare, and beyond. With a fully staffed sales team spanning AE, SDR, and CSM roles, they’re now ready to build a high-impact enablement function. You won’t inherit someone else’s playbook.

You’ll create the one that scales us into the next phase of growth. Why This Role Is Different You are not here to maintain. You are here to architect. You will be the

second enablement hire

in a hyper-growth company with executive buy-in and a clear mandate to scale fast.

You will

own onboarding, product training, coaching, content, and LMS

from end to end — across a GTM org of more than 60 reps.

You will work with a product that reps actually understand and care about. No more enabling on abstract cybersecurity software.

You will have the

headspace and autonomy to build , supported by strong leadership and a fast-moving, mission-driven culture.

What You Will Do Fully

rebuild and relaunch onboarding

for new AEs, SDRs, and CSMs

Design and execute product enablement

for a platform that evolves every week

Develop scalable

training content, playbooks, and certification paths

using SkillJar

Partner cross-functionally with GTM leadership to identify skill gaps and deploy solutions

Deliver

live training, coaching, and workshops

that improve performance across roles

Measure success through productivity, ramp time, and performance metrics — and iterate fast

What We’re Looking For The must-haves: 2–5 years of experience in

enablement or a field-facing GTM role

(AE, SDR, or CSM)

B2B SaaS background, ideally in

enterprise sales or complex product environments

Proven experience

building enablement programs from scratch

LMS fluency (SkillJar preferred) and comfort building digital learning programs

Strong facilitation and presentation skills — you must be comfortable leading live sessions

A track record of working

on lean teams or as a team of one

Extra credit if you: Were a high-performing AE or SDR before moving into enablement

Have experience at

Series A–D startups

with fast-changing product and GTM motions

Are energized by autonomy and want to leave your fingerprints on something that lasts

What Success Looks Like You reduce ramp time by weeks

You drive measurable improvement in quota attainment

You build a scalable system that works for 60 reps now — and 200 reps later

You are trusted as a business-critical partner by GTM leadership

You make the sales team better every single month

Compensation & Benefits Base salary:

150000 to 190000 dollars

Equity:

Generous stock options in a well-capitalized, Series D company

Bonus:

No commission structure, but discretionary bonuses awarded based on performance and impact

Insurance & Benefits:

Comprehensive health benefits & 401k

Location and Travel Hybrid encouraged in

New York, Boston, San Francisco, Chicago, or Austin

Remote open

to top candidates willing to travel

Travel expectation:

Monthly to NYC HQ

(all expenses covered)

Onboarding includes

2–3 weeks onsite

with reps and leadership

Culture and Pace This is a

high-ownership, high-expectation culture . There is no clock-watching, and no micromanagement. You will be trusted to manage your time and outcomes like a senior operator — and expected to bring intensity, speed, and craft to your work. If you are looking for a 9 to 5, this is not your role. But if you want to help shape a fast-scaling company from the inside — and be known as the person who built enablement from the ground up — you are in the right place. Interview Process Recruiter screen with talent team

Hiring manager interview with the Head of Enablement

Practical case study (build + present live training plan)

Final round interviews with GTM leadership and CEO exposure

Offer

You do not need to wait for permission to lead here. If you are ready to architect the systems that accelerate revenue at scale — we would love to meet you. Apply now or connect directly to start the conversation. Compensation: $190,000 per year

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